For pretty much all of my life, I was taught the same basic script – study hard in school, get good grades, and get a good job. It’s something that pretty much all of us were taught to do from a young age.
There’s nothing wrong with this script, and indeed, it’s the same advice I’ll likely give to my own kids one day. We obviously need good jobs if we want to make significant financial progress. And these good jobs typically come from having a good education. Even if that wasn’t the case, I’d still be pushing hard for more education, as I think education is beneficial beyond just the monetary benefits it can provide.
But what I’ve started to think about as I’ve gotten older is why we pressure ourselves to get all of this done as soon as possible. When we’re kids, it often seems like we’re told that we can do anything we want. But once we head off into the real world, things change and we’re told that we need to be practical and get our sh*t together. And importantly, we need to get our sh*t together sooner, rather than later.
This whole pressure to get all of our ducks in a row as soon as possible leads to an interesting approach to life. We’re taught to think about our jobs and careers conservatively, playing it safe at times when we can and probably should be thinking much more aggressively. It’s like we forget just how long our lives are and how much time we have to ride the ups and downs of life.
Thinking About Asset Allocation And Risk
I quit my job a few months ago, and since then, I’ve had a lot of time to think about jobs and careers and how we end up where we are. What I’ve been thinking about lately is why the advice we give to young people about investing isn’t applied in the same way to our jobs and careers.
Here’s what I mean. Most financial experts will tell you that a young investor should invest heavily in equities – in other words, with a more aggressive asset allocation compared to an older investor. This advice makes sense because of how much time young investors have to ride the ups and downs of the market. When you’re young, you have the benefit of time – decades and decades of time – such that any market loss really doesn’t matter.
When it comes to jobs and careers though, the general mindset seems to be completely different. Rather than encouraging people to be aggressive, most people will seemingly tell you to do the opposite. Play it safe, find a good job in a steady field, and for lack of a better word, hold on for dear life.
It’s this general mindset that led me to law school in the first place. I was 22-years old – a new graduate with basically no idea what I wanted to do with my life. Even though I had decades of life left to live, I kept telling myself that I needed to get things done now because if I didn’t, I’d end up being a bum with no future. Law school provided me with a seemingly safe career path, something that I could start now and do for the next three or four decades of my life.
In retrospect, I probably should have recognized just how young I was, slowed things down a bit, and maybe taken some chances or at least given myself the time to really analyze and look at the choices in front of me, rather than just jumping into what I thought was the safe thing to do. I definitely wasn’t running out of time – not as a 20-something anyway.
But my whole life had taught me that I needed to play it safe. Even as I struggled through five years as a practicing attorney, I kept telling myself that I just needed to stick it out. Being a lawyer was a responsible and safe thing for me to do.
Hold on for dear life. That’s what I was doing.
Why Don’t We Apply This Same Risk Framework To Jobs And Careers?
So why are we taught to be conservative when it comes to jobs and careers, even though we’re told to be aggressive in other areas of life? I have a few ideas:
We Think In Worst-Case Scenarios. You can go 100% in equities because, assuming you’re investing correctly, you’re likely never going to lose it all. When it comes to work and careers, however, we tend to think in worst-case scenarios. We seem to think that one wrong turn will end our lives.
The truth is, the worst-case scenario probably isn’t going to happen to most of us. When I made the decision to quit my job and go all-in on my blog, my big fear was that this whole thing was going to fail and I’d end up homeless and destitute. But realistically, would that really happen? Most likely not, and realistically, the worst-case scenario would probably be that I just have to go back and get a job.
Work and life are so much more complicated than the worst-case scenarios we can imagine. Even a totally failed decision probably isn’t going to be the end of your life. The world is just too big for that to happen. And if a decision somehow does ruin you, the beauty is you’ve still got time on your hands to get yourself back on your feet.
We Don’t Think We Can Make It Doing Something Else. I think as the world gets more specialized, a lot of us will start to suffer identity crises. We make decisions when we’re teenagers, then tie ourselves to those decisions for the rest of our lives.
I made the decision to be a lawyer when I was 22-years old, based on nothing really other than that I was good at taking standardized tests and I didn’t take any science classes so I couldn’t apply to medical school.
This single decision made me think that being a lawyer was something I was supposed to do for the rest of my life. That’s kind of crazy when you think about it.
Most of us probably have the skills to do different things. We just need to get over that initial hump of thinking we can’t do it and that we’re tied to the thing we picked out years ago.
We Worry About What Others Think. This is something I’m very guilty of. My whole life, I’ve done things, really not for me, but for other people. Even now, I struggle with this. It’s hard to go from saying I was a lawyer to saying I’m…I don’t even know what I am now.
Living our lives based on what others think probably isn’t the best way to live life. If you’re going to do anything outside of the norm, whether that’s chasing financial independence or chasing something else, you’re going to get criticized for it too.
Don’t Be Afraid To Take Risk Early On
I’m 32-years old, and even at this age, I still feel super young. In the grand scheme of things, I’m still a baby with decades of life left to continue working and get myself back on track if this whole quarter-life crisis thing doesn’t work out.
Of course, comparing the way we approach investing when we’re young and the way we approach our jobs and careers isn’t exactly an apples to apples comparison. We obviously all need money now in order to live, whereas the money we invest isn’t necessarily money we need.
At the same time though, I think there’s something we can think about here. Life is long and most of us, even those of us chasing financial independence, will still have a long time to work.
On the investing front, we take on more risk because we have the benefit of time on our side. That same fact applies to jobs and careers. Many of us have time on our side. We just need to remember that when we think about the risks we want to take.
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More Recommended Ebike/Scooters
Check out these other ebikes and scooters I've reviewed:
- Urban Arrow Ebike – Last year, I made one of the largest purchases I’ve ever made – I bought a $9,000 electric cargo bike from Urban Arrow. In my Urban Arrow review, I will discuss what it is and why I decided to buy this bike, as well as discuss how impactful a bike like this can be on your journey to financial independence.
- Troxus Explorer Step-Thru Ebike – The Troxus Explorer Step-Thru is a fat-tire ebike that I’ve had the pleasure of riding for a while now. It has amazing power, great looks, and awesome range. If you’re looking for a great fat-tire ebike that offers a lot for the price, the Troxus Explorer Step-Thru is definitely one for you to consider. Check out my Troxus Explorer Step-Thru Review.
- Hovsco HovBeta Ebike – The HovBeta is a folding ebike with great specs and a lot of interesting features, and importantly, it’s sold at a good price point. I’ve had a blast commuting with it and using it to do deliveries with DoorDash, Uber Eats, and Grubhub. Check out my Hovsco HovBeta Ebike Review.
- Vanpowers Manidae Ebike – The Vanpowers Manidae is a fat tire ebike that I’ve been riding as my primary winter commuting bike and have also been using it to do food delivery with apps like DoorDash, Uber Eats, and Grubhub. After clocking in a decent number of miles with this ebike, I wanted to write a post sharing what my experience with the Vanpowers Manidae ebike has been like. Check out my Vanpowers Manidae Review.
- Sohamo S3 Step-Thru Folding EBike Review – A Great Value Folding Ebike – The Sohamo S3 Step-Thru Folding Ebike is an entry-level folding ebike that offers a lot of value for the price point. I’ve been riding the Sohamo S3 for a while now, putting the bike through its paces, and I have to say, this bike has exceeded all of my expectations. Check out my Sohamo Review.
- KBO Flip Ebike – The KBO Flip is an excellent bike. I’ve had a great time riding it and think it’s a versatile bike that can be used for a lot of purposes and can fit a variety of lifestyles. It’s worked out great for me as a general commuter bike and as a food delivery bike. Check out my KBO Flip Review.
- Hiboy P7 Commuter Ebike – The Hiboy P7 is an excellent electric commuter bike that’s offered at an affordable price point. The range and speed of this bike are both very good, so you won’t have any trouble getting anywhere you need to go with it. As a food delivery vehicle, this is also good – with how much range it offers, you’ll be able to work all day on a single charge. Check out my Hiboy P7 Commuter Electric Bike Review.
- Himiway Escape Ebike – The Himiway Escape is an interesting bike for anyone looking for a moped-style ebike. If you’re a gig economy worker, the Himiway Escape is particularly interesting and it’s possible to think of it as an investment, especially if you can opt to do deliveries with the Himiway versus using a car. It’s not cheap, but you can definitely make your money back when you compare the mileage you’ll put on your car versus using an ebike. Check out my Himiway Escape Bike Review.
- Espin Sport Ebike – The Espin Sport is a good ebike for someone who is looking for an ebike that feels and rides more like a regular bike. There are many ebikes that are really only bikes in name. In reality, they’re basically electric mopeds. The Espin Sport, by contrast, is a bike you could probably ride without the battery and you’d feel like you’re just riding a regular bike. Check out my Espin Sport Review.
- Varla Eagle One Scooter – The Varla Eagle One is an excellent scooter that can make sense for a lot of people. It can work as a primary mode of transportation. You can use it to work on gig economy apps like DoorDash, Uber Eats, and Grubhub. And it can also be a recreational vehicle if you’d prefer to use it for that. Check out my Varla Eagle One Review.
- Varla Falcon Scooter – The Varla Falcon is an excellent scooter that offers a good amount of power at a lower price point compared to more powerful scooters. It’s not exactly an entry-level scooter, nor is it a high-powered scooter. I think it fits somewhere in-between those two categories – an intermediate scooter if I had to give it a category. Check out my Varla Falcon Review.
- Hiboy S2 Scooter – The Hiboy S2 is an excellent entry-level commuter scooter that's perfect for someone looking to save some money in transportation costs and improve their commute. Check out my Hiboy S2 Review.
- Hiboy S2R Scooter – The Hiboy S2R is one of the more interesting electric scooters I’ve been able to test out. It’s not a high-powered scooter, but for an everyday transport option, it’s very useful, especially given some of the unique features that it has. Indeed, for the price, the Hiboy S2R might be the best value scooter I’ve used. Check out my Hiboy S2R Review.
- Fucare H3 Scooter – The Fucare H3 is a fun scooter and I’ve enjoyed testing it out. For a daily commuter or quick trips or errands, the Fucare H3 is probably the scooter I’ll use. It’s portable and easy to maneuver, so it’s just easier to take on the road when I need it. Check out my Fucare H3 Scooter Review.
More Recommended Investing App Bonuses
For additional investing app bonuses, be sure to check out the ones below:
- M1 Finance ($100) – This is a great robo-advisor that has no fees and allows you to create a customized portfolio based on your risk tolerance. You also get $100 for opening an account. Check out my M1 Finance Referral Bonus – Step-By-Step Guide.
- SoFi Invest ($25) – SoFi Invest is an easy brokerage account bonus that you can earn with just a few minutes of work. Use my SoFi Invest referral link, fund your SoFi Invest brokerage account with just $10 and you’ll get $25 of free stock. I also have a step-by-step guide for the SoFi Invest referral bonus.
- Webull (20 free stock shares) – Webull's current promotion gives you 20 free shares valued between $3-$3,000 each if you open an account using my referral link. Here’s a guide I wrote about how to earn your free shares using Webull.
- Moomoo (15 free stocks) – Moomoo is a free investing app currently offering 2 different referral bonuses if you open an account using a referral link. Read my Moomoo referral bonus guide for more information.
- Robinhood (1 free stock) – Robinhood gives you a free stock valued between $2.50-$225 if you open an account using my referral link.
- Public (1 free stock) - Public gives you a free stock valued between $3-$70 if you open an account using my referral link.
More Recommended Bank Account Bonuses
If you’re looking for more easy bank bonuses, check out the below options. These bonuses are all easy to earn and have no fees or minimum balance requirements to worry about.
- Upgrade ($200) – Upgrade is a free checking account that’s currently offering a $200 referral bonus if you open an account and complete a direct deposit. These bonus terms are easy to meet, so it’s well worth doing this bonus as soon as you can. Here’s a post I wrote with more details: Upgrade $200 Referral Bonus – Step By Step Directions.
- Ally Bank ($100) – Of all the banks out there, Ally is, without a doubt, my favorite. At the moment, Ally is offering $100 to customers who open an eligible Ally account and meet the requirements. Here are the step-by-step directions to earn your Ally Bank referral bonus.
- Fairwinds Credit Union ($175) – Fairwinds Credit Union is offering a referral bonus for users that sign up using a referral link. Fairwinds has no fees or minimum balance, so this is a particularly easy bonus to earn. Since this is a smaller credit union, my gut instinct tells me this offer won’t be around long, so if you’re in a position to meet the bonus requirements, grab this bonus before it’s gone. Here is my step-by-step guide on how to earn your Fairwinds Credit Union bonus.
- Chime ($100) - Chime is a free bank account that offers a referral bonus if you use a referral link and complete a direct deposit of $200 or more. In practice, any ACH transfer into this account triggers the bonus. This bonus is easy to earn and posts instantly, so you’ll know if you met the requirements as soon as you move money into the account. I wrote a step-by-step guide on how to earn your Chime referral bonus that I recommend you check out.
- US Bank Business ($800) – This is a fairly easy bank bonus to earn, since there are no direct deposit requirements. In addition, you can open the Silver Business Checking account, which comes with no monthly fees. Check out how to earn this big bonus here.
- Fifth Third Bank ($200) – This offer is limited to customers in the following states: Florida, Georgia, Illinois, Indiana, Kentucky, Michigan, North Carolina, Ohio, Tennessee, West Virginia, and South Carolina. If you don’t live in one of those states, you won’t be able to open an account online but you can still open an account in-branch if you happen to be visiting a city that has a branch. This is a fairly easy bank bonus to earn, especially since there are plenty of data points showing what will trigger the direct deposit requirement. In addition, you can open the Fifth Third Momentum Checking bank account, which comes with no monthly fees or minimum balance requirements. Read my guide on this bonus here.
- GO2Bank ($50) - GO2Bank is an easy bank bonus that I recommend people take advantage of if they have an easy way of meeting the direct deposit requirement. I like that it’s easy to open the account and that the bonus pays out quickly. Check out my step-by-step guide on how to earn your GO2Bank $50 referral bonus.
- Current ($50) – Current is a free fintech bank that’s offering new users a $50 referral bonus after signing up for an account using a referral link. Current is an easy bonus to earn and also gives you access to three savings accounts that pay you 4% interest on up to $2,000. That means you can put away up to $6,000 earning 4% interest. That’s very good and makes Current an account I recommend to everyone. Check out my step-by-step guide on how to earn your Current Bank bonus.
- Novo Bank ($40) - Novo bank is a free business checking account that’s currently offering a $40 bonus if you open a Novo business checking account using a referral link. In addition to being a good bank bonus, Novo is also a good business checking account. It has no monthly fees or minimum balance requirements and operates a good app and website. Indeed, it’s the business checking account I currently use for this blog. Check out my post on how to easily open a Novo account.
- Varo ($25) – Varo is a free fintech banking app similar to Chime or Current. It’s currently offering a $25 bonus to new users that open a new Varo account with a referral link. The bonus for this bank is very easy to meet, all you need to do is spend $20 within 30 days of opening your Varo account. Check out my step-by-step guide to learn how to earn this bonus.
Kevin is an attorney and the blogger behind Financial Panther, a blog about personal finance, travel hacking, and side hustling using the gig economy. He paid off $87,000 worth of student loans in just 2.5 years by choosing not to live like a big shot lawyer.
Kevin is passionate about earning money using the gig economy and you can see all the ways he makes extra income every month in his side hustle reports.
Kevin is also big on using the latest fintech apps to improve his finances. Some of Kevin's favorite fintech apps include:
- SoFi Money. A really good checking account with absolutely no fees. You'll get a $25 referral bonus if you open a SoFi Money account with a referral link, and an additional $300 if you complete a direct deposit.
- 5% Savings Accounts. I'm currently getting 5.24% interest on my savings through a company called Raisin. Opening a Raisin account takes minutes to complete, it's free, and all of your funds are FDIC-insured. I explain how it works, why I'm now using it to store my emergency fund and any other cash savings I have, and why I recommend everyone check it out in this review.
- US Bank Business. US Bank is currently offering new business customers a $800 signup bonus after opening a new account and meeting certain requirements.
- M1 Finance. This is a great robo-advisor that has no fees and allows you to create a customized portfolio based on your risk tolerance. You also get $100 for opening an account.
- Empower. One of best free apps you can use to monitor your portfolio and track your net worth. This is one of the apps I use to track my financial accounts.
Feel free to send Kevin a message here.
I have mixed thoughts about this. For the most part, I agree with you. However, I also think there’s this idea in today’s culture that you should just completely ignore what makes money and follow your passion. While this can work out, perhaps I’m just too risk-averse for that!
While I think we should all follow our passions, my thinking aligns more closely with the concept of Ikigai (the confluence of what you love, what you’re good at, what the world needs, and what you can get paid for), which takes other factors like earning potential into account. I think it makes sense to work on what will propel you towards FIRE, and explore passions along the way so that you don’t end up passing up opportunity and investing too heavily in something you end up not enjoying as much as you thought you would.
Mrs. Wallet and I are currently splitting the difference. I have a very conservative career in the corporate world where I’m paid well, and I’m pretty happy there. Mrs. Wallet was really unhappy in that environment, though, so she’s pivoting to exploring more entrepreneurial endeavors and possibly picking up a fun part-time job to fill the gap. We’re both also building other side businesses that are more passion-based and will be our focus in FIRE, like our joint yoga business. If those build up enough steam, we may jump ship as you have.
Either way, it’s exciting to hear about your successful pivot out of a traditional career, and I’m looking forward to following your progress and learning along the way!
In entrepreneurial circles, failing fast and the embrace of mistakes is part of the culture. In some careers, there’s more “forgiveness” of slower career paths where you could meander in your 20’s and still get back in. But for some careers, such as management consulting, investment banking (front office roles) and Fortune 100 management training programs, even plum roles at the FANG companies and other big tech, these careers start right out of school — arguably in school b/c internships are so important. Many of these Type A careers are perceived as the holy grail of careers, and that is where a lot of the pressure comes from — at least that’s what I have seen as a recruiter and career coach for 20+ years.
When you think about it, isn’t it kind of nuts that we have these careers where you have to decide to do these while you are still a teenager and still basically a child? It’s like Harry Potter sorting people into their lives with the sorting hat. It just seems nuts to me.
I have the (apparent) advantage of knowing what I want to do early in life. My parents are both commerce graduates—and I plan to do the same! Also, there is a good book should read to help you overcome your fear of criticism. It’s called Think And Grow Rich. I’ll email you with further details!
Thanks Jasper! I haven’t read Think and Grow Rich yet. I know it’s an old book that a lot of people talk about, so I’ll add it to my reading list.
Thanks again for this. Ever since I stumbled upon your website I have been inspired. As someone who would have loved to be in your position by becoming a lawyer before 25, I realize that I shouldn’t long for it because that would mean I would be a different person and I wouldn’t have experienced what I have done so far in my life. It is also because of this website that I was able to take a step into the gig economy world. I’m not ashamed and have realized that the gig economy is just another way to gain income and become closer to financial independence. Thank you, Kevin and your leap into going all-in on this blog is also another sign of encouragement to not be afraid of pursuing the unclear and the risky.
Thanks Henry! I’m glad that I was able to help you in some way!
Thanks for this article — it’s very inspirational! I completely agree with you too. I’m now 40 and wish I had thought about charting my own way and pursuing other career interests earlier in life (rather than just playing it safe). It’s never too late to start, but it does get harder later in life.
That’s right. But even at 40, you’ve still got decades left. Don’t forget that!
spot on sir – to get out of ones comfort zone is paramount.
Yep! Gotta take chances when you can because it you don’t, you never had a shot.
MY wife and I quit our jobs, sold everything, and took off to travel the world full time. Next week will be a year and it’s not working out financially so we’re going back to work in the states around January. It’s tough getting income while you’re already overseas and I recommend getting your income sorted before you make the leap. Good thing we’ve got bank interest and dividend income.
I’m glad you took that leap. And it’s a good example here of the fact that even if things don’t work out, we can still recover.
FP – very deep and thoughtful take. Career risks take different forms. I worked 37 yrs for one employer. I took key risks in bringing new ideas that brought rewards where others chose to be safe just keeping their heads down. I took risks in career assignments – paths taken or not taken, some fruitful and some not. By contrast, my older son is with his 3rd employer in 6 yrs. The 1st jump was for opportunity, the second for non-work reasons to a much smaller firm in a different field. The last jump is his favorite for job satisfaction, growth and location. My son doesn’t think he’ll get as far in his career as me but he may go further taking calculated career risks earlier (learning no choice is fatal and to give more weight to non-work considerations for overall life satisfaction). Each generation has a unique set of choices and challenges (think for a moment what young adults in the Great Depression faced). As a parent, help kids learn to think for themselves in early small choices and experience/discuss/learn from the consequences of those choices, so they can better navigate the world as an adult.
Thanks for the advice! It sounds like one thing you’ve done is to avoid instilling fear in your kids, and instead letting them figure things out for themselves. I know that for a lot of people, fear is often the default choice, as we’re often told our whole lives to be careful of X or don’t do Y or generally to be cautious. I really like what you said – no choice is fatal. Your son can try things and even if they don’t work out, he still has a lot of life ahead of him.
I loved this post. Really interesting thought.
What stands out to me is just how outdated the 40 year working career is becoming. Back in the day, lifetimes of factory work was the norm for most. Weekends and retirement weren’t even a thing. Then the boomer generation made long white collar careers and pensions the new norm.
Now pensions are mostly gone, and early retirees and people like yourself chasing “unusual” careers are showing that the high school career decision isn’t a lifelong contract anymore. We’ve got more options than ever to support ourselves.
Thanks Money Wiz! Exactly right. Our world is just way too different compared to the world our parents lived in. It’s just way too big of a world with too many options.
FP, I’m too thrilled that you are making it real. Time for you to start YouTubing bro!
https://youtu.be/px317izkJ6w
This link will catapult your potential reach!
Thanks for sharing,
SW